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1518-62-3

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1518-62-3 Usage

Definition

ChEBI: A omega-hydroxy fatty acid that is butyric acid substituted by hydroxy groups at positions 2 and 4 respectively.

Check Digit Verification of cas no

The CAS Registry Mumber 1518-62-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,1 and 8 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 1518-62:
(6*1)+(5*5)+(4*1)+(3*8)+(2*6)+(1*2)=73
73 % 10 = 3
So 1518-62-3 is a valid CAS Registry Number.
InChI:InChI=1/C4H8O4/c5-2-1-3(6)4(7)8/h3,5-6H,1-2H2,(H,7,8)

1518-62-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,4-dihydroxybutanoic acid

1.2 Other means of identification

Product number -
Other names 2,4-Dihydroxybutyrate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1518-62-3 SDS

1518-62-3Synthetic route

D-Fructose
57-48-7

D-Fructose

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

Conditions
ConditionsYield
With sodium hydroxide das Lacton entsteht bei Wasserbadtemperatur unter Luftausschluss; inactive form;
D-Mannose
3458-28-4

D-Mannose

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

Conditions
ConditionsYield
With sodium hydroxide das Lacton entsteht bei Wasserbadtemperatur unter Luftausschluss; inactive form;
L-xylose
609-06-3

L-xylose

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

Conditions
ConditionsYield
With sodium hydroxide das Lacton entsteht bei Wasserbadtemperatur Luftausschluss; inactive form;
L-arabinose
5328-37-0

L-arabinose

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

Conditions
ConditionsYield
With sodium hydroxide das Lacton entsteht bei Wasserbadtemperatur unter Luftausschluss; inactive form;
D-glucose
50-99-7

D-glucose

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

Conditions
ConditionsYield
With barium dihydroxide; water at 60 - 100℃; inactive form;
With sodium hydroxide das Lacton entsteht bei Wasserbadtemperatur unter Luftausschluss; inactive form;
D-Galactose
59-23-4

D-Galactose

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

Conditions
ConditionsYield
With sodium hydroxide das Lacton entsteht bei Wasserbadtemperatur Luftausschluss; inactive form;
With barium dihydroxide; water at 60 - 100℃; inactive form;
2-hydroxy-4-chlorobutyric acid
861598-48-3

2-hydroxy-4-chlorobutyric acid

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

Conditions
ConditionsYield
beim Kochen der waessr. Loesung oder beim Aufbewahren des Ammoniumsalzes; inactive form;
2-bromo-cyclopropane-1,1-dicarboxylic acid diethyl ester

2-bromo-cyclopropane-1,1-dicarboxylic acid diethyl ester

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

Conditions
ConditionsYield
With hydrogen bromide beim Behandeln der Reaktionsprodukte mit Silberoxyd in Wasser; inactive form;
Glycolaldehyde
141-46-8

Glycolaldehyde

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

Conditions
ConditionsYield
With sodium hydroxide das Lacton entsteht bei Wasserbadtemperatur unter Luftausschluss; inactive form;
D-erythrose
583-50-6

D-erythrose

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

Conditions
ConditionsYield
With lead(II) hydroxide on calcium carbonate In water
potassium cyanide
151-50-8

potassium cyanide

2-chloro-ethanol
107-07-3

2-chloro-ethanol

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

Conditions
ConditionsYield
(i) /BRN= 4652394/, DMSO, (ii) H2, Raney-Ni, semicarbazide*HCl, aq. EtOH, (iii) /BRN= 4652394/, aq. HCl, dioxane, (iv) (heating); Multistep reaction;
D-Fructose
57-48-7

D-Fructose

A

formic acid
64-18-6

formic acid

B

glycolic Acid
79-14-1

glycolic Acid

C

LACTIC ACID
849585-22-4

LACTIC ACID

D

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

E

D-glucose
50-99-7

D-glucose

F

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With potassium hydroxide; Na2B2O7 In water at 78℃; for 0.5h; Rate constant; Product distribution; Mechanism; isomerization equilibrium; degradation to acids; varying time, borate molar ratio from 0.4 to 4.0;A n/a
B n/a
C n/a
D n/a
E 10 % Chromat.
F n/a
With potassium hydroxide In water at 78℃; for 0.333333h; Rate constant; Product distribution; Mechanism; isomerization equilibrium; degradation to acids; varying time, OH(1-) concentration 0.001 M to O.1 M; also in presence of Ca(2+) up to 0.06 M;
D-Fructose
57-48-7

D-Fructose

A

formic acid
64-18-6

formic acid

B

glycolic Acid
79-14-1

glycolic Acid

C

LACTIC ACID
849585-22-4

LACTIC ACID

D

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

E

3-deoxy-D-ribo-hexonic acid
498-43-1

3-deoxy-D-ribo-hexonic acid

F

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With potassium hydroxide In water at 78℃; for 7h; Product distribution; Mechanism; other var. monosaccharines, effects of hydroxyl ion and monosaccharide concentration, effects of inorganic cations and anions, effects of temperature;
2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

Conditions
ConditionsYield
With cis-nitrous acid
D-threose
95-43-2

D-threose

A

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

B

4-hydroxy-2-oxobutanal
28119-61-1

4-hydroxy-2-oxobutanal

C

Glyceraldehyde
56-82-6

Glyceraldehyde

Conditions
ConditionsYield
With phosphate buffer; N-Ac-L-Lys-OH at 37℃; Mechanism; var. pH and reaction times, also L-threose, isotopic tracer studies;
D-glucose
50-99-7

D-glucose

A

formic acid
64-18-6

formic acid

B

glycolic Acid
79-14-1

glycolic Acid

C

LACTIC ACID
849585-22-4

LACTIC ACID

D

D-Fructose
57-48-7

D-Fructose

E

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

F

acetic acid
64-19-7

acetic acid

Conditions
ConditionsYield
With potassium hydroxide; Na2B2O7 In water at 78℃; for 0.5h; Rate constant; Product distribution; Mechanism; isomerization equilibrium; degradation to acids; varying time, borate molar ratio from 0.4 to 4.0;A n/a
B n/a
C n/a
D 50 % Chromat.
E n/a
F n/a
<β-bromo-ethyl>-bromomalonic acid diethyl ester

<β-bromo-ethyl>-bromomalonic acid diethyl ester

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

Conditions
ConditionsYield
With hydrogen bromide beim Behandeln der Reaktionsprodukte mit Silberoxyd in Wasser; inactive form;
D-erythro-2,4-dihydroxy-3-((S)-1-methoxy-2-oxo-ethoxy)-butyraldehyde
82430-06-6

D-erythro-2,4-dihydroxy-3-((S)-1-methoxy-2-oxo-ethoxy)-butyraldehyde

water
7732-18-5

water

calcium hydroxide

calcium hydroxide

A

glycolic Acid
79-14-1

glycolic Acid

B

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

L-1,4-dihydroxy-3-methoxy-butan-2-one
114959-84-1

L-1,4-dihydroxy-3-methoxy-butan-2-one

A

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

B

formic acid and DL-lactic acid

formic acid and DL-lactic acid

Conditions
ConditionsYield
With calcium hydroxide; water unter Ausschluss von Sauerstoff;
D-glucose
50-99-7

D-glucose

aqueous NaOH-solution (8n)

aqueous NaOH-solution (8n)

A

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

B

β-D-glucometasaccharinic acid

β-D-glucometasaccharinic acid

C

α-D-glucometasaccharinic acid

α-D-glucometasaccharinic acid

D

small amount of C5-acids

small amount of C5-acids

Conditions
ConditionsYield
unter Ausschluss von Luft;
3-hydroxyoxolan-2-one
19444-84-9

3-hydroxyoxolan-2-one

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

Conditions
ConditionsYield
With potassium hydroxide for 5h; Heating;650 mg
D-Glucose
2280-44-6

D-Glucose

A

glycolic Acid
79-14-1

glycolic Acid

B

LACTIC ACID
849585-22-4

LACTIC ACID

C

erythrosone
496-56-0

erythrosone

D

3-deoxyglucosone
82399-12-0

3-deoxyglucosone

E

glyceric acid
473-81-4

glyceric acid

F

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

G

2,4,5-trihydroxypentanoic acid
50480-12-1

2,4,5-trihydroxypentanoic acid

H

xylo-3-deoxy-hexonic acid
87420-95-9

xylo-3-deoxy-hexonic acid

I

Glyoxal
131543-46-9

Glyoxal

J

3-hydroxy-2-oxo-propionaldehyde
997-10-4

3-hydroxy-2-oxo-propionaldehyde

K

4-hydroxy-2-oxobutanal
28119-61-1

4-hydroxy-2-oxobutanal

L

2,3,4-Trihydroxybutanoic acid
10191-35-2

2,3,4-Trihydroxybutanoic acid

M

3-deoxypentos-2-ulose

3-deoxypentos-2-ulose

N

2-oxopropanal
78-98-8

2-oxopropanal

Conditions
ConditionsYield
With water; oxygen; calcium chloride; magnesium chloride; L-histidine at 121℃; for 1h; Product distribution / selectivity;
With water; oxygen; calcium chloride; magnesium chloride; L-histidyl-L-histidine at 121℃; for 1h; Product distribution / selectivity;
With water; oxygen; calcium chloride; magnesium chloride; His-Arg at 121℃; for 1h; Product distribution / selectivity;

A

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

B

vinyl glycolic acid
600-17-9

vinyl glycolic acid

Conditions
ConditionsYield
With tin (IV) chloride pentahydrate In dimethyl sulfoxide at 59.84℃; for 11.6667h;
C12H17O3S(1+)*Br(1-)
1374125-32-2

C12H17O3S(1+)*Br(1-)

A

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

B

[(methylthio)methyl]-benzene
766-92-7

[(methylthio)methyl]-benzene

Conditions
ConditionsYield
Stage #1: C12H17O3S(1+)*Br(1-) With sodium hydroxide In water-d2 at 90℃; pH=6;
Stage #2: With hydrogenchloride In water
2C11H13O3S(1-)*Ca(2+)

2C11H13O3S(1-)*Ca(2+)

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

Conditions
ConditionsYield
With sodium hydrogencarbonate In water-d2 at 85℃; for 2.66h;
O-succinyl-L-homoserine
1492-23-5

O-succinyl-L-homoserine

A

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

B

succinic acid
110-15-6

succinic acid

Conditions
ConditionsYield
With nitrogen(II) oxide In water Inert atmosphere;
2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

aniline
62-53-3

aniline

2,4-dihydroxy-butyric acid anilide

2,4-dihydroxy-butyric acid anilide

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

kidney-cortex slice

kidney-cortex slice

carbon dioxide
124-38-9

carbon dioxide

2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

water
7732-18-5

water

brucine salt

brucine salt

optically-active forms

optically-active forms

Conditions
ConditionsYield
durch Umkrystallisieren; inactive form;
2,4-dihydroxybutanoic acid
1518-62-3

2,4-dihydroxybutanoic acid

water
7732-18-5

water

quinine salt

quinine salt

optically-active forms

optically-active forms

Conditions
ConditionsYield
durch Umkrystallisieren; inactive form;

1518-62-3Downstream Products

1518-62-3Relevant articles and documents

Mass spectrometric studies of trimethylsilylpantothenic acid and related substances

Rychlik, Michael

, p. 555 - 562 (2001)

The characteristic fragment of trimethylsilylated pantothenic acid (TMS-PA) at m/z 291 upon electron ionization was shown to originate from the molecular ion by a McLafferty rearrangement instead of by ejection of 1,1,3,3-tetramethyl-1,3-disilacyclobutane. The verification consisted of labelling experiments and high-resolution mass spectrometry of the fragment and studies on its isotopic distribution. The remaining fragmentation pathways of TMS-PA were clarified by B/E-linked scans and collision-induced dissociation. Copyright

Process for treating homoserin compounds

-

Paragraph 0286-0292, (2017/01/02)

The present invention relates to the preparation of a useful compound which can be used as an intermediate product for preparing an important compound in the industrial field from a homoserine-based compound and provides a process for treating a homoserine-based compound, capable of simply mass producing a useful compound from a homoserine-based compound with excellent efficiency.(AA) Homoserine-based compound(BB) Product(CC) GBL derivative(DD) Halo-GBL(EE, FF, GG) GBL puranone(HH) Puranone(II) Dialkyl succinate(JJ) Step 1(KK) Step 2(LL) Step 3(MM) Step 4(NN) Step 5(OO) Step 6(PP) Step 7COPYRIGHT KIPO 2016

Toward functional polyester building blocks from renewable glycolaldehyde with sn cascade catalysis

Dusselier, Michiel,Van Wouwe, Pieter,De Smet, Sanne,De Clercq, Rik,Verbelen, Leander,Van Puyvelde, Peter,Du Prez, Filip E.,Sels, Bert F.

, p. 1786 - 1800 (2013/09/02)

Having been inspired by formose-based hypotheses surrounding the origin of life, we report on a novel catalytic route toward a series of recently discovered four-carbon α-hydroxy acids (AHA) and their esters from accessible and renewable glycolaldehyde (GA) in various solvents. The synthesis route follows a cascade type reaction network, and its mechanism with identification of the rate-determining step was investigated with in situ 13C NMR. The mechanistic understanding led to optimized reaction conditions with higher overall rates of AHA formation by balancing Bronsted and Lewis acid activity, both originating from the tin halide catalyst. An optimal H+/Sn ratio of 3 was identified, and this number was surprisingly irrespective of the Sn oxidation state. Further rate enhancement was accomplished by adding small amounts of water to the reaction mixture, boosting the rate by a factor of 4.5 compared with pure methanol solvent. The cascade reaction selectively yields near 60% methyl-4-methoxy-2- hydroxybutanoate (MMHB). In the optimized rate regime in methanol, an initial TOF of 7.4 molGA molSn-1 h-1 was found. In sterically hindered alcohols (isopropyl alcohol), the rate of AHA formation was even higher, and the corresponding vinyl glycolate esters arose as the main product. Vinyl glycolic acid, 2,4-dihydroxybutanoic acid, and its lactone were formed significantly in nonprotic solvent. The corresponding AHAs have serious potential as building blocks in novel biobased polymers with tunable functionality. The incorporation of vinyl glycolic acid in polylactic acid-based polyesters is illustrated, and postmodification at the vinyl side groups indeed allows access to a range of properties, such as tunable hydrophilicity, which is otherwise difficult to attain for pure poly(l-lactic acid).

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